Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid

Detalhes bibliográficos
Autor(a) principal: Almeida, Janaina do Couto
Data de Publicação: 2016
Outros Autores: Marzano, Ivana M., Pivatto, Marcos, Lopes, Norberto P., Da Costa Ferreira, Ana M., Pavan, F. R. [UNESP], Silva, I. C. [UNESP], Pereira-Maia, Elene C., Von Poelhsitz, G., Guerra, Wendell
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1016/j.ica.2016.03.005
http://hdl.handle.net/11449/161431
Resumo: Two new copper(II) complexes with the deprotonated ligand 3-hydroxypicolinic acid (3-HPA) and heterocyclic bases (1,10-phenanthroline - phen or 2,2'-bipyridine -bpy) were synthesized. [Cu(3-HPA)(phen)ClO4] I and [Cu(3-HPA)(bpy)ClO4] II were characterized by elemental analyses, conductivity measurements, FT-IR, UV-Vis, EPR and High-resolution Electrospray Ionization Mass Spectrometry (HRESIMS). The results indicate that the geometry around the copper ion is distorted square-pyramidal, and that the copper ion is coordinated to 3-HPA via oxygen and nitrogen atoms, and to heterocyclic bases via their two nitrogen atoms. A perchlorate ion weakly bonded occupies the apical position, completing the metal coordination sphere. In this work, the compound [Cu(3-HPA)(2)] III was also synthesized using a new method, different from that described in the literature. The cytotoxic activity of these compounds against tumor and normal cell lines was investigated. Complex I exhibited a strong antitumor activity, being the most active in the series of studied complexes. The compounds were also evaluated for activity against Mycobacterium tuberculosis, and the complex I displays good antimycobacterial activity, while compounds II and III were only moderately active. (C) 2016 Elsevier B.V. All rights reserved.
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spelling Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acidCopper complexesN-donor heterocyclic ligandsAntimycobacterial activity3-Hydroxypicolinic acidCytotoxicity activityTwo new copper(II) complexes with the deprotonated ligand 3-hydroxypicolinic acid (3-HPA) and heterocyclic bases (1,10-phenanthroline - phen or 2,2'-bipyridine -bpy) were synthesized. [Cu(3-HPA)(phen)ClO4] I and [Cu(3-HPA)(bpy)ClO4] II were characterized by elemental analyses, conductivity measurements, FT-IR, UV-Vis, EPR and High-resolution Electrospray Ionization Mass Spectrometry (HRESIMS). The results indicate that the geometry around the copper ion is distorted square-pyramidal, and that the copper ion is coordinated to 3-HPA via oxygen and nitrogen atoms, and to heterocyclic bases via their two nitrogen atoms. A perchlorate ion weakly bonded occupies the apical position, completing the metal coordination sphere. In this work, the compound [Cu(3-HPA)(2)] III was also synthesized using a new method, different from that described in the literature. The cytotoxic activity of these compounds against tumor and normal cell lines was investigated. Complex I exhibited a strong antitumor activity, being the most active in the series of studied complexes. The compounds were also evaluated for activity against Mycobacterium tuberculosis, and the complex I displays good antimycobacterial activity, while compounds II and III were only moderately active. (C) 2016 Elsevier B.V. All rights reserved.Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de Minas Gerais (FAPEMIG)INCT-CataliseUniv Fed Uberlandia, Inst Quim, Joao Naves de Avila Ave,2121,Campus Santa Monica, BR-38400902 Uberlandia, MG, BrazilUniv Fed Minas Gerais, Dept Quim, Belo Horizonte, MG, BrazilUniv Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, NPPNS, BR-14040903 Ribeirao Preto, SP, BrazilUniv Sao Paulo, Inst Quim, Sao Paulo, SP, BrazilUniv Estadual Paulista, Dept Ciencias Biol, Fac Ciencias Farmaceut, Campus Araraquara, BR-14801902 Araraquara, SP, BrazilUniv Estadual Paulista, Dept Ciencias Biol, Fac Ciencias Farmaceut, Campus Araraquara, BR-14801902 Araraquara, SP, BrazilFAPEMIG: APQ-00330-14FAPEMIG: CEX - RED-00010-14Elsevier B.V.Universidade Federal de Uberlândia (UFU)Universidade Federal de Minas Gerais (UFMG)Universidade de São Paulo (USP)Universidade Estadual Paulista (Unesp)Almeida, Janaina do CoutoMarzano, Ivana M.Pivatto, MarcosLopes, Norberto P.Da Costa Ferreira, Ana M.Pavan, F. R. [UNESP]Silva, I. C. [UNESP]Pereira-Maia, Elene C.Von Poelhsitz, G.Guerra, Wendell2018-11-26T16:32:43Z2018-11-26T16:32:43Z2016-05-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article87-92application/pdfhttp://dx.doi.org/10.1016/j.ica.2016.03.005Inorganica Chimica Acta. Lausanne: Elsevier Science Sa, v. 446, p. 87-92, 2016.0020-1693http://hdl.handle.net/11449/16143110.1016/j.ica.2016.03.005WOS:000374385600011WOS000374385600011.pdfWeb of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengInorganica Chimica Acta0,485info:eu-repo/semantics/openAccess2023-11-13T06:11:54Zoai:repositorio.unesp.br:11449/161431Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462023-11-13T06:11:54Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid
title Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid
spellingShingle Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid
Almeida, Janaina do Couto
Copper complexes
N-donor heterocyclic ligands
Antimycobacterial activity
3-Hydroxypicolinic acid
Cytotoxicity activity
title_short Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid
title_full Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid
title_fullStr Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid
title_full_unstemmed Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid
title_sort Synthesis, cytotoxic and antitubercular activities of copper(II) complexes with heterocyclic bases and 3-hydroxypicolinic acid
author Almeida, Janaina do Couto
author_facet Almeida, Janaina do Couto
Marzano, Ivana M.
Pivatto, Marcos
Lopes, Norberto P.
Da Costa Ferreira, Ana M.
Pavan, F. R. [UNESP]
Silva, I. C. [UNESP]
Pereira-Maia, Elene C.
Von Poelhsitz, G.
Guerra, Wendell
author_role author
author2 Marzano, Ivana M.
Pivatto, Marcos
Lopes, Norberto P.
Da Costa Ferreira, Ana M.
Pavan, F. R. [UNESP]
Silva, I. C. [UNESP]
Pereira-Maia, Elene C.
Von Poelhsitz, G.
Guerra, Wendell
author2_role author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Federal de Uberlândia (UFU)
Universidade Federal de Minas Gerais (UFMG)
Universidade de São Paulo (USP)
Universidade Estadual Paulista (Unesp)
dc.contributor.author.fl_str_mv Almeida, Janaina do Couto
Marzano, Ivana M.
Pivatto, Marcos
Lopes, Norberto P.
Da Costa Ferreira, Ana M.
Pavan, F. R. [UNESP]
Silva, I. C. [UNESP]
Pereira-Maia, Elene C.
Von Poelhsitz, G.
Guerra, Wendell
dc.subject.por.fl_str_mv Copper complexes
N-donor heterocyclic ligands
Antimycobacterial activity
3-Hydroxypicolinic acid
Cytotoxicity activity
topic Copper complexes
N-donor heterocyclic ligands
Antimycobacterial activity
3-Hydroxypicolinic acid
Cytotoxicity activity
description Two new copper(II) complexes with the deprotonated ligand 3-hydroxypicolinic acid (3-HPA) and heterocyclic bases (1,10-phenanthroline - phen or 2,2'-bipyridine -bpy) were synthesized. [Cu(3-HPA)(phen)ClO4] I and [Cu(3-HPA)(bpy)ClO4] II were characterized by elemental analyses, conductivity measurements, FT-IR, UV-Vis, EPR and High-resolution Electrospray Ionization Mass Spectrometry (HRESIMS). The results indicate that the geometry around the copper ion is distorted square-pyramidal, and that the copper ion is coordinated to 3-HPA via oxygen and nitrogen atoms, and to heterocyclic bases via their two nitrogen atoms. A perchlorate ion weakly bonded occupies the apical position, completing the metal coordination sphere. In this work, the compound [Cu(3-HPA)(2)] III was also synthesized using a new method, different from that described in the literature. The cytotoxic activity of these compounds against tumor and normal cell lines was investigated. Complex I exhibited a strong antitumor activity, being the most active in the series of studied complexes. The compounds were also evaluated for activity against Mycobacterium tuberculosis, and the complex I displays good antimycobacterial activity, while compounds II and III were only moderately active. (C) 2016 Elsevier B.V. All rights reserved.
publishDate 2016
dc.date.none.fl_str_mv 2016-05-01
2018-11-26T16:32:43Z
2018-11-26T16:32:43Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1016/j.ica.2016.03.005
Inorganica Chimica Acta. Lausanne: Elsevier Science Sa, v. 446, p. 87-92, 2016.
0020-1693
http://hdl.handle.net/11449/161431
10.1016/j.ica.2016.03.005
WOS:000374385600011
WOS000374385600011.pdf
url http://dx.doi.org/10.1016/j.ica.2016.03.005
http://hdl.handle.net/11449/161431
identifier_str_mv Inorganica Chimica Acta. Lausanne: Elsevier Science Sa, v. 446, p. 87-92, 2016.
0020-1693
10.1016/j.ica.2016.03.005
WOS:000374385600011
WOS000374385600011.pdf
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Inorganica Chimica Acta
0,485
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 87-92
application/pdf
dc.publisher.none.fl_str_mv Elsevier B.V.
publisher.none.fl_str_mv Elsevier B.V.
dc.source.none.fl_str_mv Web of Science
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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